6-[(2-Chloro-alpha,alpha,alpha,6-tetrafluoro-p-tolyl)oxy]-alpha-methyl-1h-benzotriazole-1-acetaldehyde oxime → 6-[(2-chloro-alpha,alpha,alpha,6-tetrafluoro-p-tolyl)oxy]-alpha-methyl-1H-benzotriazole-1-acetonitrile

HRID 22156Notes

Reaction equation

HRID 22156 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:10]=[CH:11][C:12]3[N:16]=[N:15][N:14]([CH:17]([CH3:21])[CH:18]=[N:19]O)[C:13]=3[CH:22]=2)[CH:5]=[C:4]([F:23])[C:3]=1[C:24]([F:27])([F:26])[F:25]>C(OC(=O)C)(=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:10]=[CH:11][C:12]3[N:16]=[N:15][N:14]([CH:17]([CH3:21])[C:18]#[N:19])[C:13]=3[CH:22]=2)[CH:5]=[C:4]([F:23])[C:3]=1[C:24]([F:27])([F:26])[F:25]

Participants

3

Reactant 1

HCID 867479466-[(2-Chloro-alpha,alpha,alpha,6-tetrafluoro-p-tolyl)oxy]-alpha-methyl-1h-benzotriazole-1-acetaldehyde oxime

Product 1

HCID 867487516-[(2-chloro-alpha,alpha,alpha,6-tetrafluoro-p-tolyl)oxy]-alpha-methyl-1H-benzotriazole-1-acetonitrile

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A solution of 6-[(2-chloro-α,α,α,6-tetrafluoro-p-tolyl)oxy]-α-methyl-1H-benzotriazole-1-acetaldehyde oxime (5.0 g, 0.012 mol) in acetic anhydride is allowed to stand at 22° C. for 20 hours and concentrated in vacuo to give an oil residue. The residue is chromatographed on silica gel using chloroform as eluant to afford the title compound (I), 2.0 g, mp 118°-119° C., identified by elemental and NMR analyses and the title compound (II), 2.1 g, mp 95°-97° C., identified by elemental and NMR analyses.

Workup

  1. concentrationconcentrated in vacuo
  2. customto give an oil residue
  3. customThe residue is chromatographed on silica gel

Sources & evidence

ORD record
ord-740ebc5713fb441d9ef7f34b8b84787a
Source dataset
uspto-grants-1995_06
Patent number
US05428003

Reaction notes

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